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VALENCENE

Product Name
VALENCENE
CAS No.
4630-07-3
Chemical Name
VALENCENE
Synonyms
Valencen;(1R,7R,8aS)-1,2,3,5,6,7,8,8a-Octahydro-1,8a-dimethyl-7-(1-methylethenyl)naphthalene;FEMA 3443;(3R,4aS,5R)-4a,5-Dimethyl-3-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalene;Naphthalene, 1,2,3,5,6,7,8,8a-octahydro-1,8a-dimethyl-7-(1-methylethenyl)-, (1R,7R,8aS)-;VALENCENE;NSC 148969;Valencene T;VALENCENE 85;VALENCENE775
CBNumber
CB9420232
Molecular Formula
C15H24
Formula Weight
204.35
MOL File
4630-07-3.mol
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VALENCENE Property

Boiling point:
274 °C(lit.)
Density 
0.92 g/mL at 25 °C(lit.)
FEMA 
3443 | VALENCENE
refractive index 
n20/D 1.504(lit.)
Flash point:
>230 °F
storage temp. 
2-8°C
solubility 
Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
form 
Oil
color 
Colourless
Specific Gravity
0.92
Odor
at 10.00 % in dipropylene glycol. sweet fresh citrus grapefruit woody orange asprin dry green oily
Odor Type
citrus
optical activity
[α]22/D +90°, neat
Hydrolytic Sensitivity
1: no significant reaction with aqueous systems
JECFA Number
1337
BRN 
3539153
Stability:
Light Sensitive
LogP
6.29
EPA Substance Registry System
Naphthalene, 1,2,3,5,6,7,8,8a-octahydro-1,8a-dimethyl-7-(1-methylethenyl)-, (1R,7R,8aS)- (4630-07-3)
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Safety

Safety Statements 
23-24/25
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H304May be fatal if swallowed and enters airways

Precautionary statements

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P331Do NOT induce vomiting.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
W344303
Product name
Valencene
Purity
natural, ≥65%
Packaging
25g
Price
$91.3
Updated
2024/03/01
Sigma-Aldrich
Product number
W344303
Product name
Valencene
Purity
natural, ≥65%
Packaging
100g
Price
$168
Updated
2024/03/01
Sigma-Aldrich
Product number
W344303
Product name
Valencene
Purity
natural, ≥65%
Packaging
1kg
Price
$1130
Updated
2024/03/01
Sigma-Aldrich
Product number
75056
Product name
(+)-Valencene
Purity
technical, ≥70%
Packaging
10g
Price
$135
Updated
2024/03/01
Sigma-Aldrich
Product number
75056
Product name
(+)-Valencene
Purity
technical, ≥70%
Packaging
50g
Price
$351
Updated
2024/03/01
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VALENCENE Chemical Properties,Usage,Production

Description

(+)-Valencene is a sesquiterpene that has been found in C. sativa and is an aromatic component of orange essence oil. (+)-Valencene (50 μM) induces heme oxgenase-1 (HO-1) expression in macrophages and inhibits the expression of inducible nitric oxide synthase (iNOS), the production of nitric oxide (NO), and the release of high-mobility group box-1 (HMGB1) in RAW 264.7 cells stimulated with LPS. It also increases the survival rate in a mouse model of sepsis induced by cecal ligation and puncture. (+)-Valencene has been used in the synthesis of nootkatone .

Chemical Properties

clear colorless to yellowish liquid

Occurrence

Reported found in citrus fruits, orange peel, orange juice, bitter orange peel oil, lemon peel oil, grapefruit juice, grapefruit peel oil, kumquat peel oil, leaves and stalk of celery, clove stem, Thymus vulgaris L., fresh mango, globe artichoke, cardamom, mangosteen and cocoa.

Uses

Valencene is a sesquiterpene and an essential oil component found in a variety of plants, and has been shown to have functional antioxidant, antiradical and antimicrobial properties.

Uses

(+)-Valencene can be used as a precursor to prepare:

  • (+)-Nootkatone (a sesquiterpene) by dark singlet oxygenation.
  • Benzoyloxyvalencene by reacting with tert-butyl peroxy benzoate via Kharasch?Sosnovsky allylic oxidation method.
  • (+)-Lineariifolianone, a natural product.

Definition

ChEBI: A carbobicyclic compound and sesquiterpene that is 1,2,3,4,4a,5,6,7-octahydronaphthalene which is substituted a prop-1-en-2-yl group at position 3 and by methyl groups at positions 4a and 5 (the 3R,4aS,5R diastereoisomer).

Preparation

By a Wolf–Kishner reduction of nootkatone.

General Description

Valencene is the major sesquiterpene aroma constituent of orange peel oil. It is mainly used as a starting material to synthesize nootkatone, an important flavor compound of grapefruit.

VALENCENE Preparation Products And Raw materials

Raw materials

NOOTKATONE(SG)

Preparation Products

NOOTKATONE
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View Lastest Price from VALENCENE manufacturers

Hebei Kingfiner Technology Development Co.Ltd
Product
VALENCENE 4630-07-3
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
50000kg
Release date
2024-05-24
Hebei Guanlang Biotechnology Co., Ltd.
Product
VALENCENE 4630-07-3
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100 MT
Release date
2023-04-06
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
VALENCENE 4630-07-3
Price
US $32.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000kg/week
Release date
2024-05-15

4630-07-3, VALENCENERelated Search:

(1alpha,2beta,4beta)-1-methyl-2,4-bis(methylvinyl)-1-vinylcyclohexane (METHYL SULFOXIDE)-D6, 99.89 ATOM% Diethanolamine Diethylenetriamine Rosemary Herb Extract Carbodiimide 1-Decanol (1S)-(-)-alpha-Pinene VALENCENE(SG) VALENCENE, TECH. VALENCENE(SECONDARY STANDARD) VALENCENE NOOTKATONE

  • 7beta,8aalpha)]-theta-(1alph
  • Valencen
  • (3R,4AS,5R)-3-ISOPROPENYL-4A,5-DIMETHYL-1,2,3,4,4A,5,6,7-OCTAHYDRO-NAPHTHALENE
  • (3R,4AS,5R)-4A,5-DIMETHYL-3-ISOPROPENYL-1,2,3,4,4A,5,6,7-OCTAHYDRONAPHTHALENE
  • FEMA 3443
  • (+)-VALENCENE
  • VALENCENE
  • VALENCENE 85
  • VALENCENE 65+%
  • VALENCENE 85 (NATURAL)
  • (1R)-1,2,3,5,6,7,8,8a-Octahydro-1,8aα-dimethyl-7β-isopropenylnaphthalene
  • (1R)-1α,8aα-Dimethyl-7β-isopropenyl-1,2,3,5,6,7,8,8a-octahydronaphthalene
  • valencene,(+)-Valencene
  • Naphthalene, 1,2,3,5,6,7,8,8a-octahydro-1,8a-dimethyl-7-(1-methylethenyl)-, (1R,7R,8aS)-
  • Naphthalene,1,2,3,5,6,7,8,
  • VALENCENE, NATURAL
  • (+)-Valencene, (3R,4aS,5R)-4a,5-Dimethyl-3-isopropenyl-1,2,3,4,4a,5,6,7-octahydronaphthalene
  • (R)-Valencene
  • Valencene,70%,tech.
  • Valencene,(+)-Valencene, (3R,4aS,5R)-4a,5-Dimethyl-3-isopropenyl-1,2,3,4,4a,5,6,7-octahydronaphthalene
  • (1R,7R,8aS)-1,2,3,5,6,7,8,8a-Octahydro-1,8a-dimethyl-7-(1-methylethenyl)naphthalene
  • 1,2,3,5,6,7,8,8a-octahydro-1,8a-dimethyl-7-(1-methylethenyl)-,[1R-(1.alpha.,7.beta.,8a.alpha.)]-Naphthalene
  • 1,2,3,5,6,7,8,8a-octahydro-1,8a-dimethyl-7-(1-methylethenyl)-naphthalen[1
  • 3-Isopropenyl-4a,5-dimethyl-1,2,3,4,4a,5,6,7-octahydronaphthalene
  • 4.alpha.,10.alpha.-Dimethyl-6.beta.-isopropyl-.delta.-1,9-octalin
  • 4alpha,10alpha-Dimethyl-6beta-isopropyl-delta1,9-octalin
  • 4betaH,5alpha-Eremophila-1(10),11-diene
  • NSC 148969
  • (+)-Valencene technical, >=70%
  • Valencene Tech@100 μg/mL in Methanol
  • VALENCENE USP/EP/BP
  • VALENCENE775
  • (3R,4aS,5R)-4a,5-Dimethyl-3-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalene
  • (+)-valencene
  • (+)-Valencene 1000 μg/mL in Isopropanol
  • Valencene Natural Fermentation
  • Valencene T
  • 4630-07-3
  • C15H24C15H24C15H24
  • Organic Building Blocks
  • Chiral Building Blocks
  • Asymmetric Synthesis
  • Alkenes
  • Plant Oils, Toxins, Phenolic Acids & Derivatives